一种非对称的双稠合四硫富瓦烯衍生物的合成  

Synthesis of an Unsymmetrical Bi-fused Tetrathiafulvalene Derivative

作　　者：修远见[1] 丁一[1] 仲剑初[1] 王洪志[1] 张述伟[1] 宁桂玲[1] 

机构地区：[1]大连理工大学化工学院化学工艺系,辽宁大连116012

出　　处：《精细化工》2004年第5期327-330,共4页Fine Chemicals

基　　金：教育部留学回国人员科研启动基金(2002)

摘　　要：以二硫化碳、二甲基甲酰胺为起始原料,亚磷酸三甲酯和亚磷酸三乙酯为偶联剂,利用多步Wittig交叉偶合反应,合成了一种双稠合的四硫富瓦烯衍生物2 (4′,5′ 二甲硫基 1′,3′二硫代环戊烯 2′叉) 5 (4′,5′ 二腈乙硫基 1′,3′二硫代环戊烯 2′叉) 1,3,4,6 四硫并环戊烯,该衍生物具有更为伸展的π共轭体系,因此有可能成为一种优良的电子给体。各步偶合反应的收率51 4%～82 4%。由于采用了交叉偶合反应及具有吸电子取代基,目的产物的收率高达82 4%。中间物及产物经IR和元素分析进行了结构鉴定。其中目标产物元素分析的实测值w(C)=33 59%,w(H)=2 30%,w(N)=4 18%与计算值w(C)=33 64%,w(H)=2 18%,w(N)=4 36%非常吻合,说明合成路线合理可行。By using carbon disulfide,trimethylphosphite,etc. as raw materials,a novel compound of bi-fused tetrathiafulvalene(TTF) derivative,2-〔4′,5′-bis(methylthio)-1′,3′-dithiole-2′-ylidene〕-5-〔4′,5′-bis(cyanoethylsulfanyl)-1′,3′-dithiole-2′-ylidene〕-1,3,4,6-tetrathiapentalene,was synthesized by Wittig cross-coupling reaction.It is a potential excellent electron-donor because of its extended conjugated system.The yield of the target product was as high as 82.4% due to adoption of cross-coupling reaction and electron-attracting group.The products including some intermediates were analyzed by IR and elementary analysis.Experimental data of the target product w(C)=33.59%,w(H)=2.30%,w(N)=4.18% coincide with the calculated values w(C)=33.64%,w(H)=2.18%,w(N)=4.36%,indicating that our route of synthesis is reasonable and feasible.

关 键 词：四硫富瓦烯 偶合 给体 导电化合物 

分 类 号：TQ218[化学工程—有机化工]